Water-soluble basic triphenyl-methane dyestuffs



Patented Aug. 31, 1937 UNITED STATES PATENT OFFICE WATER-SOLUBLE BASIC TRIPHENYL- METHANE D-YESTUFFS Paul Wolff and Wilhelm Werner, Frankfort-onthe-Main, Germany, assignors to General Aniline Works, Inc., New York, N. Y., a corporation of Delaware No Drawing. Application June 2'7, 1935, Serial No. 28,770. In Germany June 30, 1934 4 Claims.

alkylO-alkyl alkyl-O-alkyl wherein X Stands for an alkylor an alkoxy Y means the radical of an acid and the benzene nuclei may contain substituents, are dyestuffs of a good solubility in water, very good fastness to light and bright clearness.

These dyestuffs may be prepared, for instance, by condensing a tetra-alkoxyalkylated, substituted or non-substituted para-para-diaminobenzophenone with a para-alkoxyor para-alkyldiphenylamine or by exchanging in a tetraalkoxyalkylated para-para-diaminotriphenylmethane dyestufi which contains in para-position to the carbinol carbon atom a substituent such as a halogen atom or an alkoxy-, a sulfoor a NHz-group, this substituent for a para-alkoxyarylamineor a para-alkylarylamine group.

The following examples serve to illustrate the invention, but they are not intended to limit it thereto; the parts are by weight unless otherwise stated:

(1) The leuco-compound which is obtainable by sulfuric acid condensation of para-chlorobenzaldehyde with di-(methoxethyl) -meta-toluidine, is oxidized in known manner with lead peroxide to form. a green dyestufi. 30 parts of this green dyestufl are melted with parts of para-toluidine at about 120 C. until the green color has: passed. The conversion is finished after about 3 to 4 hours. After the excess of para-toluidine has been removed, there is obtained a ,dyestuff of the following formula:

CHaOCzEL; CH3 3H3 /C2H4OCH3 N N\ CHaOCgEL; 0211 00113 which is very easily soluble in water and dyestannin-mordanted cotton, wool and. silk bright greenish-blue tints of very good fastness to light.

Instead of di-(methoxethyl)-meta-to1uidine there may also be used di-(ethoxethyD-aniline whereby a similar dyestuif is obtained.

(2) By condensing 4,4-tetramethoxethyl 2,2-dimethylbenzophenone with para-tolylphenylamine in the presence of phosphorus oxychloride, a blue dyestuff is obtained which as regards the solubility in water, shade and fastness to light has the same properties as the dyestuff described in Example 1.

(3) By condensation of para-methoxybenzaldehyde with di-(methoxethyl)-meta-toluidine a leuco compound is obtained which may be oxidized with lead peroxide to form a green dyestuff. By melting this dyestuff with para-phenetidine in the manner described in Example 1 a blue water-soluble dyestufi' is obtained which dyes tannin-mordanted cotton, wool and silk bright blue tints which are somewhat more greenish than those obtained with the dyestufl described in Example 1. The dyestuif has a very good fastness to light.

By using, instead of para-phenetidine, paraanisidine a similar dyestuff is obtained.

We claim: tannin-mordanted cotton, wool and. silk bright 1. The compounds of the general formula: blue tints of very good. fastness to light. alkyl o alkyl Z alkyl o alkyl 3. The compound of the formula:

/N\ /N\ 01130 C2H4\ /C2H40 CH3 5 5 alkyl-O-alkyl I l alkyl-O-alkyl /N N\ CH3OC2H4 CZH4OOHS o \C% 01 NE NH 20 w v CH3 wherein alkyl means a member of the group consisting of methyl and ethyl, X represents a membeing y easlly Soluble In Water and yb of th group consisting of methyL ethyl, tannm-mordanted cotton, wool and silk bright methoxy and ethoxy, Y means the radical of 'an blue tintSl of y good faStneSS 130 light 25 inorganio' acid and Z represents a member of the The COIIIDOIHId 0f e formula! group oonsisting of hydrogene'nd methylgbeing (3113002114 CH3 CH3 6213400333 Water soluble dyestuffs yielding dyeings which are N l I N very fast to light and have bright shades. V

2. The compound of the formula: 0113002114 0211400133 3O CH3OCzH4\ /CZH4OCH C1 N %N\ v CH3OC2H4 V I 021340011,

dyeing tannin-mordanted cotton, wool and silk 45, bright blue tints of very good fastness to light.

CH3 j PAUL WOLFF. being very easily soluble in water and dyeing WILI-IELM WERNER. 

